1-O-甲基-3,5-二-O-(2,4-二氯苄基)-D-呋喃核糖合成研究

Synthesis of 1-O-Methyl-3,5-bis-O-(2,4-dichlorobenzyl)-D-ribofuranose

以D-呋喃核糖为原料,经羟基保护、选择性脱除2位保护基团,得到1-O-甲基-3,5-二-O-(2,4-二氯苄基)-D-呋喃核糖。以2,4-二氯氯苄作为羟基保护试剂,对羟基全保护反应进行了优化,产率达83.5%。选用四氯化锡作为脱苄试剂,选择性脱除2位苄基,产率达79.0%,总收率为66.0%。产物经质谱、核磁共振谱及红外光谱进行了结构表征。

1-O-Methyl-3, 5-bis-O-（2, 4-dichlorobenzyl）-D-ribofuranose was .synthesized by hydroxyl protection and selective 0-2-de-protection of D-ribofuranose. As a result of optimization, by using 2, 4- dichlorobenzyl chloride as protective reagent in hydroxylation, the yield reached 83. 5%. Taking tin tetrachloride as debenzylation reagent, selectively removing 0-2 benzyl, from the first end-product, the yield was 79.0%. The yield of the whole process was 66.0%. The product was characterized by MS, 1H NMR and IR.